JP2012510562A - 分岐および星型分岐スチレンの重合体、短鎖重合体、ならびに付加物、それらの合成、それらの臭素化、およびそれらの使用 - Google Patents
分岐および星型分岐スチレンの重合体、短鎖重合体、ならびに付加物、それらの合成、それらの臭素化、およびそれらの使用 Download PDFInfo
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- JP2012510562A JP2012510562A JP2011539617A JP2011539617A JP2012510562A JP 2012510562 A JP2012510562 A JP 2012510562A JP 2011539617 A JP2011539617 A JP 2011539617A JP 2011539617 A JP2011539617 A JP 2011539617A JP 2012510562 A JP2012510562 A JP 2012510562A
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- Prior art keywords
- range
- styrene
- integer
- brominated
- independently
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 206
- 229920000642 polymer Polymers 0.000 title claims abstract description 95
- 238000005893 bromination reaction Methods 0.000 title claims abstract description 70
- 230000031709 bromination Effects 0.000 title claims abstract description 65
- 230000015572 biosynthetic process Effects 0.000 title description 31
- 238000003786 synthesis reaction Methods 0.000 title 1
- 238000009826 distribution Methods 0.000 claims abstract description 100
- 239000003063 flame retardant Substances 0.000 claims abstract description 69
- 239000000178 monomer Substances 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims description 144
- 238000000034 method Methods 0.000 claims description 136
- 239000000047 product Substances 0.000 claims description 99
- 229910052794 bromium Inorganic materials 0.000 claims description 98
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 92
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 91
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical class N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 86
- 230000008569 process Effects 0.000 claims description 84
- 238000006243 chemical reaction Methods 0.000 claims description 83
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 56
- 239000011541 reaction mixture Substances 0.000 claims description 49
- 239000002904 solvent Substances 0.000 claims description 48
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 claims description 38
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
- -1 alkyl lithium Chemical compound 0.000 claims description 30
- 238000009472 formulation Methods 0.000 claims description 30
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- JPOXNPPZZKNXOV-UHFFFAOYSA-N bromochloromethane Chemical compound ClCBr JPOXNPPZZKNXOV-UHFFFAOYSA-N 0.000 claims description 14
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- 238000005406 washing Methods 0.000 claims description 8
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- 150000001412 amines Chemical class 0.000 claims description 6
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 6
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- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 claims description 3
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- 239000007791 liquid phase Substances 0.000 claims 2
- DBAKFASWICGISY-DASCVMRKSA-N Dexchlorpheniramine maleate Chemical compound OC(=O)\C=C/C(O)=O.C1([C@H](CCN(C)C)C=2N=CC=CC=2)=CC=C(Cl)C=C1 DBAKFASWICGISY-DASCVMRKSA-N 0.000 claims 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical group Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims 1
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- OFHBOPNRVWHESR-UHFFFAOYSA-N 1-methyl-2-(3-phenylpropyl)benzene Chemical compound CC1=CC=CC=C1CCCC1=CC=CC=C1 OFHBOPNRVWHESR-UHFFFAOYSA-N 0.000 description 10
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/18—Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11928508P | 2008-12-02 | 2008-12-02 | |
| US61/119,285 | 2008-12-02 | ||
| PCT/US2009/066132 WO2010065467A1 (en) | 2008-12-02 | 2009-11-30 | Branched and star-branched styrene polymers, telomers, and adducts, their synthesis, their bromination, and their uses |
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| JP2012510562A true JP2012510562A (ja) | 2012-05-10 |
| JP2012510562A5 JP2012510562A5 (de) | 2012-12-06 |
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| US (1) | US8476373B2 (de) |
| EP (2) | EP2361269A1 (de) |
| JP (1) | JP2012510562A (de) |
| KR (1) | KR20110100216A (de) |
| CN (1) | CN102272176A (de) |
| CA (1) | CA2744201A1 (de) |
| IL (1) | IL213339A0 (de) |
| MX (1) | MX2011005658A (de) |
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| US8993684B2 (en) | 2008-06-06 | 2015-03-31 | Albemarle Corporation | Low molecular weight brominated polymers, processes for their manufacture and their use in thermoplastic formulations |
| WO2010065462A2 (en) | 2008-12-02 | 2010-06-10 | Albemarle Corporation | Toluene and styrene derived telomer distributions and brominated flame retardants produced therefrom |
| EP2361269A1 (de) | 2008-12-02 | 2011-08-31 | Albemarle Corporation | Verzweigte und sternverzweigte styrolpolymere, telomere und addukte, ihre synthese, bromierung und verwendung |
| JO3423B1 (ar) | 2008-12-02 | 2019-10-20 | Albemarle Corp | مؤخرات لهب معالجة بالبروم و مواد مشتقه منها |
| US8642821B2 (en) | 2008-12-02 | 2014-02-04 | Albemarle Corporation | Bromination of telomer mixtures derived from toluene and styrene |
| JO3059B1 (ar) | 2009-05-01 | 2017-03-15 | Albemarle Corp | معالجة بالبروم لتراكيب بوليمرات عطرية ذات وزن جزيئي منخفض |
| WO2010127087A1 (en) | 2009-05-01 | 2010-11-04 | Albemarle Corporation | Pelletized low molecular weight brominated aromatic polymer compositions |
| WO2011156091A1 (en) * | 2010-06-09 | 2011-12-15 | Albemarle Corporation | Translucent or transparent flame retarded thermoplastic polymer compositions and brominated telomeric flame retardants |
| CN108997740A (zh) | 2011-12-19 | 2018-12-14 | 陶氏环球技术有限责任公司 | 含溴化聚合阻燃剂的热固性聚氨酯泡沫 |
| MX2023001211A (es) | 2020-08-07 | 2023-04-05 | Albemarle Corp | Aditivos para poliolefinas ignífugas. |
| CN112574333B (zh) * | 2020-12-07 | 2022-04-29 | 山东京博中聚新材料有限公司 | 一种星形支化丁基橡胶的溴化工艺 |
| CN117106109B (zh) * | 2023-10-25 | 2024-06-04 | 山东海化集团有限公司 | 一种连续化制备溴化聚苯乙烯的方法 |
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| JO3423B1 (ar) | 2008-12-02 | 2019-10-20 | Albemarle Corp | مؤخرات لهب معالجة بالبروم و مواد مشتقه منها |
| WO2010127087A1 (en) | 2009-05-01 | 2010-11-04 | Albemarle Corporation | Pelletized low molecular weight brominated aromatic polymer compositions |
| JO3059B1 (ar) | 2009-05-01 | 2017-03-15 | Albemarle Corp | معالجة بالبروم لتراكيب بوليمرات عطرية ذات وزن جزيئي منخفض |
| WO2010127072A1 (en) | 2009-05-01 | 2010-11-04 | Albemarle Corporation | Pelletized low molecular weight brominated aromatic polymer compositions |
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2009
- 2009-11-30 EP EP09804217A patent/EP2361269A1/de not_active Withdrawn
- 2009-11-30 TW TW098140744A patent/TW201030020A/zh unknown
- 2009-11-30 EP EP12002562A patent/EP2479210A1/de not_active Withdrawn
- 2009-11-30 CA CA2744201A patent/CA2744201A1/en not_active Abandoned
- 2009-11-30 KR KR1020117013606A patent/KR20110100216A/ko not_active Application Discontinuation
- 2009-11-30 US US13/130,105 patent/US8476373B2/en not_active Expired - Fee Related
- 2009-11-30 MX MX2011005658A patent/MX2011005658A/es unknown
- 2009-11-30 JP JP2011539617A patent/JP2012510562A/ja not_active Ceased
- 2009-11-30 CN CN2009801538697A patent/CN102272176A/zh active Pending
- 2009-11-30 WO PCT/US2009/066132 patent/WO2010065467A1/en active Application Filing
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2011
- 2011-06-02 IL IL213339A patent/IL213339A0/en unknown
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4944115B1 (de) * | 1968-11-26 | 1974-11-26 | ||
| GB1342101A (en) * | 1970-01-15 | 1973-12-25 | Lithium Corp | Telomers |
| JPH02189307A (ja) * | 1989-01-19 | 1990-07-25 | Sanyo Chem Ind Ltd | 平坦化材料 |
| JPH05500827A (ja) * | 1989-07-10 | 1993-02-18 | エルフ アトケム ソシエテ アノニム | 星形共重合体とその製造方法 |
| JPH0388803A (ja) * | 1989-08-16 | 1991-04-15 | Shell Internatl Res Maatschappij Bv | 共役ジエン及びビニル芳香族化合物のコポリマーの製造方法 |
| WO2007005233A1 (en) * | 2005-06-30 | 2007-01-11 | Albemarle Corporation | Brominated styrenic polymers and their preparation |
| JP2009500470A (ja) * | 2005-06-30 | 2009-01-08 | アルベマール・コーポレーシヨン | 臭素化スチレン系ポリマーおよびこれらの製造 |
Also Published As
| Publication number | Publication date |
|---|---|
| MX2011005658A (es) | 2014-01-17 |
| KR20110100216A (ko) | 2011-09-09 |
| WO2010065467A8 (en) | 2011-08-04 |
| EP2361269A1 (de) | 2011-08-31 |
| EP2479210A1 (de) | 2012-07-25 |
| CA2744201A1 (en) | 2010-06-10 |
| CN102272176A (zh) | 2011-12-07 |
| IL213339A0 (en) | 2011-07-31 |
| US20110224320A1 (en) | 2011-09-15 |
| US8476373B2 (en) | 2013-07-02 |
| WO2010065467A1 (en) | 2010-06-10 |
| TW201030020A (en) | 2010-08-16 |
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